Search Villas in Anna Maria Island

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr
No exact matches found, but these alternatives could be just right

Recommended hotels in Anna Maria Island

Premier Room, 1 King Bed, Terrace, Garden View | Garden view
Crystal Bay Historic Hotel

Crystal Bay Historic Hotel

Crystal Bay Historic Hotel
3.0 star property
La Vista
9.6 out of 10, Exceptional, (1418)
"Great place to stay, very good breakfast!"
United States
Monika
The price is 3.245.296 ₫
3.667.184 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Crystal Bay Historic Hotel
Suite, 1 Bedroom, Pool View | View from room
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound
4.0 star property
Bradenton
9.4 out of 10, Exceptional, (1884)
"Very nice stay; wonderful staff"
United States
Karen
The price is 4.453.889 ₫
5.776.746 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Compass Hotel by Margaritaville Anna Maria Sound
Property entrance
Tropical Breeze Resort

Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1008)
"Great stay, walking distance to the beach and restaurants! "
United States
Joseph
The price is 4.463.289 ₫
5.648.740 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Tropical Breeze Resort
Garden view
Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (400)
"Beautiful location. Walking distance to beach. "
United States
Maria
The price is 4.199.189 ₫
5.314.493 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Haley's at The Anna Maria Island Inn
Beach/ocean view
Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa
3.5 star property
Holmes Beach
8.6 out of 10, Excellent, (640)
"Awesome views, friendly staff, clean room"
United States
Ashley
The price is 6.840.188 ₫
8.656.941 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Bali Hai Beachfront Resort and Spa
Exterior
Alamanda Villas

Alamanda Villas

Alamanda Villas
3.5 star property
Holmes Beach
10.0 out of 10, Exceptional, (3)
"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."
United States
Traci
The price is 6.029.799 ₫
12.108.836 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Alamanda Villas
Exterior
Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (332)
"Fabulous stay! Super clean!"
United States
Sarah
The price is 4.991.489 ₫
6.317.229 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Pelican Post at Anna Maria Island Inn
Oceanfront Pool View 2 Queen Island Room | Terrace/patio
Anna Maria Beach Resort

Anna Maria Beach Resort

Anna Maria Beach Resort
3.5 star property
Holmes Beach
9.4 out of 10, Exceptional, (290)
"Beautiful resort, stunning setting, amazing beach access and spotless everywhere. "
United Kingdom
Kimberley
The price is 12.122.187 ₫
15.341.839 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Anna Maria Beach Resort
Sun-loungers, beach towels
Captain's Quarters at Anna Maria Island Inn

Captain's Quarters at Anna Maria Island Inn

Captain's Quarters at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.4 out of 10, Exceptional, (22)
"Clean and convenient location "
United States
Yanet
The price is 4.492.332 ₫
5.685.653 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Captain's Quarters at Anna Maria Island Inn
Exterior
Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (58)
"Very great stay will stay again "
United States
Joseph
The price is 11.856.586 ₫
13.397.942 ₫ total
includes taxes & fees
26 Dec - 27 Dec
Seabreeze at Anna Maria Island Inn
Exterior
Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn

Driftwood at Anna Maria Island Inn
2.0 star property
Holmes Beach
8.4 out of 10, Very good, (78)
"Clean, well outfitted room. Would stay again! "
United States
Albert
The price is 4.727.389 ₫
5.982.984 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Driftwood at Anna Maria Island Inn
Terrace/patio
Palm Tree Villas

Palm Tree Villas

Palm Tree Villas
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (172)
"We had a great stay! The property was located within a short walk to the beach. We will be back!"
United States
Anonymous traveller
Palm Tree Villas
Exterior detail
Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn
2.5 star property
Bradenton Beach
9.6 out of 10, Exceptional, (52)
"Great staff and beautiful location with updated rooms. Easiest access to beach on the island. "
United States
Andrew
The price is 14.237.672 ₫
18.019.197 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Seaside at Anna Maria Island Inn
Aerial view
The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn
2.0 star property
Bradenton Beach
9.4 out of 10, Exceptional, (36)
"Beautiful room and right next to the beach within walking distance of a lot of local eateries! "
United States
Kameron
The price is 6.047.889 ₫
7.654.209 ₫ total
includes taxes & fees
19 Dec - 20 Dec
The Retreat at Anna Maria Island Inn
Beach Front King Suite | View from room
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages
3.0 star property
Holmes Beach
9.2 out of 10, Wonderful, (487)
"The room was acceptable, the staff was more than accomodating, and the amenities fair."
United States
Michael
The price is 8.285.971 ₫
10.861.251 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Cedar Cove Resort and Cottages
Exterior
Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort
3.0 star property
Bradenton Beach
9.6 out of 10, Exceptional, (1000)
"Excellent location, private beach, very friendly an efficient staff."
United States
Richard
The price is 8.636.568 ₫
9.759.322 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Silver Surf Gulf Beach Resort
Egyptian cotton sheets, premium bedding, in-room safe
Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection
4.0 star property
Holmes Beach
9.6 out of 10, Exceptional, (85)
"Perfect location , villas are great well equipped and very clean, walkable distance to the beach."
United States
Orleys
The price is 11.822.619 ₫
13.359.559 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Waterline Villas & Marina, Autograph Collection
2 restaurants, lunch, dinner served; seafood
Bridgewalk Resort

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (766)
"Great stay!"
United States
Sufyan
The price is 6.730.204 ₫
7.605.131 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Bridgewalk Resort
Exterior
Siesta Key Palms Resort

Siesta Key Palms Resort

Siesta Key Palms Resort
3.5 star property
Sarasota
9.2 out of 10, Wonderful, (1001)
"Tiki bar was a definite plus"
United States
thomas
Siesta Key Palms Resort
Property entrance
Tropical Beach Resorts

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5156)
"Great place, easy beach access and property was beautiful. "
United States
Maria
The price is 3.334.821 ₫
4.363.573 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Tropical Beach Resorts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Anna Maria Island Hotel Reviews

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn

10/10 Excellent
"Had a wonderful stay at Hayley’s! The property was clean and modern looking. The staff was extremely kind. The location was great with a short 5 minute walk to the beach. Hope to be back!"
Vanessa 4-night trip
Posted 3 days ago
Haley's at The Anna Maria Island Inn

Find out more about Anna Maria Island

Anna Maria Island Villas information

Number of reviews
14,891
Accommodation
1 Villas
Lowest Price
3.667.184 ₫
Highest Price
18.019.197 ₫

Frequently asked questions

What are the best villas in Anna Maria Island?
Anna Maria Island offers multiple villas with a total average guest review rating of 9.1. Organising a visit to Bradenton Beach? Bridge 2 Bradenton Beach - 1 Bedroom Hotel Room is a highly recommended 3-star option that features a terrace and an oven. Another favourite pick is Bridge 7 Bradenton Beach - 2 Bedroom Hotel Room. It has a 3-star rating and conveniences that include a terrace and WiFi.
What are the best cheap villas in Anna Maria Island?
That depends on which corner of Anna Maria Island you're hoping to visit. If you're headed to Bradenton Beach, Bridge 4 Bradenton Beach - 1 Bedroom Hotel Room is a popular pick. This low-priced property includes a terrace and an oven. Making a stop in Holmes Beach? Bridge 4 Bradenton Beach - 1 Bedroom Hotel Room is an affordable option in this city. A terrace and WiFi are two of the conveniences at this stay. Villas start at just 3.667.184 ₫ per night, which means your holiday won't make a big dent in your finances! If you'd like to hold on to your hard-earned money and still enjoy the best of Anna Maria Island, add some fantastic free attractions to your must-do list. Anna Maria Beach and Coquina Beach are always great choices. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your villa in Anna Maria Island with Expedia?
Use Expedia to find your ideal villa in Anna Maria Island. Taking the kids on a break? Use our handy filters to search for stays with a pool or free WiFi. If you're on a budget, click on how much you'd like to spend and the star rating of the property. We'll help you find the right stay in tune with your style and taste.
How can I find cheap villas in Anna Maria Island?
An excellent way to score cheap villas in Anna Maria Island is with Expedia's handy filter tool. Fine-tune your search results by budget, star rating and amenities to find unbeatable rates in only a couple of clicks.